Tag: M.W=100-150

Lopez, Luis A.; Gonzalez, Javier published the artcile< Copper(I)-carbenes as key intermediates in the [3 + 2]-cyclization of pyridine derivatives with alkenyldiazoacetates: a computational study>, Synthetic Route of 93-60-7, the main research area is vinyldiazo acetate pyridine copper bromide catalyst cyclization reaction mechanism.

This work reports a computational study of the copper(I)-catalyzed regioselective synthesis of indolizine derivatives through the [3 + 2]-cyclization reaction of vinyldiazo acetates and pyridine derivatives This reaction is predicted to proceed via a multi-step process with the initial decomposition of the diazo function and generation of an electrophilic copper(I) carbene intermediate. Subsequent attack of the pyridine derivative at the vinylogous position of the carbene would generate a vinylcuprate intermediate that would evolve to the final products through a sequence involving cyclization, reductive elimination, metal decoordination and final oxidative aromatization. According to our calculations, an alternative pathway involving the initial activation of the pyridine seems unlikely. These theor. results could pave the way for further developments in vinyldiazo chem.

Organic & Biomolecular Chemistry published new progress about Cyclization catalysts. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Synthetic Route of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Tao; Luan, Yu-Xin; Lam, Nelson Y. S.; Li, Jiang-Fei; Li, Yue; Ye, Mengchun; Yu, Jin-Quan published the artcile< A directive Ni catalyst overrides conventional site selectivity in pyridine C-H alkenylation>, Computed Properties of 3796-23-4, the main research area is alkenylated pyridine preparation; alkyne pyridine alkenylation heterocyclic carbene ligated nickel aluminum catalyst.

Herein, application of bifunctional N-heterocyclic carbene-ligated Ni-Al catalyst in C3-H alkenylation of pyridines was described. This method overrode the intrinsic C2 and/or C4 selectivity, and provided a series of C3-alkenylated pyridines such as I in 43-99% yields and up to 98:2 C3 selectivity. This method not only allowed a variety of pyridine and heteroarene substrates to be used as the limiting reagent, but was also effective for the late-stage C3 alkenylation of diverse complex pyridine motifs in bioactive mols.

Nature Chemistry published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Computed Properties of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Lifan; Song, Xuyan; Qi, Mei-Fang; Sun, Bing published the artcile< Weak Bronsted base-promoted photoredox catalysis for C-H alkylation of heteroarenes mediated by triplet excited diaryl ketone>, SDS of cas: 93-60-7, the main research area is alkylated heteroarene regioselective preparation; heteroarene ether CH alkylation photoredox catalysis.

A weak Bronsted base-promoted photoredox catalysis had been developed for the direct C-H α-alkylation of heteroarenes with cyclic and acyclic ethers. The high efficiency of this strategy was demonstrated by the mild reaction conditions, broad substrate scope, economical reagents and high regioselectivity. With air as the sole oxidant, a set of alkylated heteroarenes were accessed smoothly. This strategy was also applied for late-stage functionalization of valuable vitamin E nicotinate and loratadine.

Tetrahedron Letters published new progress about Alkylation catalysts. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, SDS of cas: 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ye, Lina; Fang, Yuanyuan; Ou, Zhongping; Wang, Liping; Xue, Songlin; Lu, Yang; Kadish, Karl M. published the artcile< Axial coordination reactions with nitrogenous bases and determination of equilibrium constants for zinc tetraarylporphyrins containing four β,β′-fused butano and benzo groups in nonaqueous media>, Product Details of C7H7NO, the main research area is zinc tetraarylporphyrin nitrogenous base equilibrium constant.

The axial coordination properties of six zinc tetraarylporphyrins with seven different nitrogenous bases were examined in CH2Cl2 for derivatives containing four β,β′-fused butano or benzo groups and the equilibrium constants (logK) determined using spectral titration methods. The examined compounds are represented as butano(YPh)4PorZn and benzo(YPh)4PorZn, where Por is the porphyrin dianion and Y is a CH3, H or Cl substituent on the para-position of each meso-Ph ring of the macrocycle. The initial four-coordinate butano- and benzoporphyrins will axially bind one nitrogenous base to form five-coordinate derivatives in CH2Cl2 and this leads to a 4-22 nm red-shift of the Soret and Q bands. The logK values range from 1.98 to 4.69 for butano(YPh)4PorZn and from 3.42 to 5.36 for benzo(YPh)4PorZn, with the exact value depending upon the meso and β-substituents of the porphyrin and the conjugate acid dissociation constants (pKa) of the nitrogenous base.

Journal of Porphyrins and Phthalocyanines published new progress about Concentration (process). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Product Details of C7H7NO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Holladay, Mark W.; Bai, Hao; Li, Yihong; Lin, Nan-Horng; Daanen, Jerome F.; Ryther, Keith B.; Wasicak, James T.; Kincaid, John F.; He, Yun; Hettinger, Anne-Marie; Huang, Peggy; Anderson, David J.; Bannon, Anthony W.; Buckley, Michael J.; Campbell, Jeffrey E.; Donnelly-Roberts, Diana L.; Gunther, Karen L.; Kim, David J. B.; Kuntzweiler, Theresa A.; Sullivan, James P.; Decker, Michael W.; Arneric, Stephen P. published the artcile< Structure-activity studies related to ABT-594, a potent nonopioid analgesic agent: effect of pyridine and azetidine ring substitutions on nicotinic acetylcholine receptor binding affinity and analgesic activity in mice>, Application of C5H4ClNO, the main research area is ABT594 analog nonopioid analgesic structure; nicotinic receptor binding ABT594 analog structure.

Analogs of A-98593 (I) and its enantiomer ABT-594 (II) with diverse substituents on the pyridine ring were prepared and tested for affinity to nicotinic acetylcholine receptor binding sites in rat brain and for analgesic activity in the mouse hot plate assay. Numerous types of modifications were consistent with high affinity for [3H]cytisine binding sites. By contrast, only selected modifications resulted in retention of analgesic potency in the same range as I and II. Analogs of II with one or two Me substituents at the 3-position of the azetidine ring also were prepared and substantially less active in both assays.

Bioorganic & Medicinal Chemistry Letters published new progress about Analgesics. 96630-88-5 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Application of C5H4ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wu, Tong; Zhu, Jian; Strickland, Amy; Ko, Kwang Woo; Sasaki, Yo; Dingwall, Caitlin B.; Yamada, Yurie; Figley, Matthew D.; Mao, Xianrong; Neiner, Alicia; Bloom, A. Joseph; DiAntonio, Aaron; Milbrandt, Jeffrey published the artcile< Neurotoxins subvert the allosteric activation mechanism of SARM1 to induce neuronal loss>, Application In Synthesis of 350-03-8, the main research area is neurotoxin allosteric activation mechanism SARM neuronal loss; NAMPT; NMNAT; Vacor; base exchange reaction; mass spectrometry; metabolism; myelin; neurolytic block; sciatic nerve; tibial nerve.

SARM1 is an inducible TIR-domain NAD+ hydrolase that mediates pathol. axon degeneration. SARM1 is activated by an increased ratio of NMN to NAD+, which competes for binding to an allosteric activating site. When NMN binds, the TIR domain is released from autoinhibition, activating its NAD+ hydrolase activity. The discovery of this allosteric activating site led us to hypothesize that other NAD+-related metabolites might activate SARM1. Here, we show the nicotinamide analog 3-acetylpyridine (3-AP), first identified as a neurotoxin in the 1940s, is converted to 3-APMN, which activates SARM1 and induces SARM1-dependent NAD+ depletion, axon degeneration, and neuronal death. In mice, systemic treatment with 3-AP causes rapid SARM1-dependent death, while local application to the peripheral nerve induces SARM1-dependent axon degeneration. We identify 2-aminopyridine as another SARM1-dependent neurotoxin. These findings identify SARM1 as a candidate mediator of environmental neurotoxicity and suggest that SARM1 agonists could be developed into selective agents for neurolytic therapy.

Cell Reports published new progress about Allosterism. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Application In Synthesis of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fu, Zhengqiang; Wang, Xinghua; Tao, Sheng; Bu, Qingqing; Wei, Donghui; Liu, Ning published the artcile< Manganese Catalyzed Direct Amidation of Esters with Amines>, HPLC of Formula: 93-60-7, the main research area is amide preparation; ester amine amidation manganese catalyst.

The transition metal catalyzed amide bond forming reaction of esters with amines has been developed as an advanced approach for overcoming the shortcomings of traditional methods. The broad scope of substrates in transition metal catalyzed amidations remains a challenge. Here, a manganese(I)-catalyzed method for the direct synthesis of amides from a various number of esters and amines is reported with unprecedented substrate scope using a low catalyst loading. A wide range of aromatic, aliphatic, and heterocyclic esters, even in fatty acid esters, reacted with a diverse range of primary aryl amines, primary alkyl amines, and secondary alkyl amines to form amides. It is noteworthy that this approach provides the first example of the transition metal catalyzed amide bond forming reaction from fatty acid esters and amines. The acid-base mechanism for the manganese(I)-catalyzed direct amidation of esters with amines was elucidated by DFT calculations

Journal of Organic Chemistry published new progress about Amidation. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, HPLC of Formula: 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Connon, Stephen J.; Hegarty, Anthony F. published the artcile< Substituted 3,4-pyridynes: clean cycloadditions>, Category: pyridine-derivatives, the main research area is alkoxypyridine regioselective lithiation elimination; pyridyne regioselective preparation Diels Alder furan; epoxydihydroisoquinoline preparation; isoquinoline epoxydihydro preparation.

The stabilization of 3,4-pyridyne by an alkoxy group adjacent to the ring nitrogen is reported. The regioselective lithiation of 2-ethoxy-, 2-methoxy-, 2-isopropoxy- and 6-isopropoxy-, -3-chloropyridines with tert-butyllithium at low temperatures, followed by elimination of lithium chloride affords 2- and 6-alkoxy-3,4-pyridynes. These species are trapped in situ with furan in a Diels-Alder reaction to give epoxydihydroisoquinolines, e.g. I, in 66-89% yield, and do not give products typical of polymerization or nucleophilic addition to the 3,4-pyridyne intermediates. As a comparison treatment of 3-chloropyridine with furan and LDA gives only 19% of adduct I. The novel use of the isopropoxy group in these systems enhanced regioselectivity by sterically inhibiting α-lithiation by tert-butyllithium.

Perkin 1 published new progress about Diels-Alder reaction. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Category: pyridine-derivatives.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Qing-Dong; Zhang, Si-Xuan; Zhang, Zhuo-Wen; Wang, Ying; Ma, Mengtao; Chu, Xue-Qiang; Shen, Zhi-Liang published the artcile< Palladium-Catalyzed Sonogashira Coupling of a Heterocyclic Phosphonium Salt with a Terminal Alkyne>, Safety of 3-(Methoxycarbonyl)pyridine, the main research area is palladium copper catalyst Sonogashira coupling heterocyclic phosphonium terminal alkyne; pyridine quinoline pyrazine quinoxaline alkynyl preparation functionalized.

An efficient Sonogashira coupling of a heterocyclic phosphonium salt with a terminal alkyne via C-P bond cleavage was developed. The reactions proceeded smoothly in the presence of palladium catalyst, copper(I) iodide, and N,N-diisopropylethylamine (DIPEA) in N-methyl-2-pyrrolidone (NMP) at 100°C for 12 h, producing the corresponding alkynyl-substituted pyridine, quinoline, pyrazine, and quinoxaline in moderate to good yields with wide substrate scope and broad functional group tolerance. In addition, gram-scale synthesis could also be achieved, and the reaction could be applied to the functionalization of alkyne-containing complex mols. derived from sugars and pharmaceutical and naturally occurring products (e.g., estrone, D-galactopyranose, menthol, and ibuprofen).

Organic Letters published new progress about Alkynes, α- Role: RCT (Reactant), RACT (Reactant or Reagent). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Safety of 3-(Methoxycarbonyl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nallagonda, Rajender; Musaev, Djamaladdin G.; Karimov, Rashad R. published the artcile< Light-Promoted Dearomative Cross-Coupling of Heteroarenium Salts and Aryl Iodides via Nickel Catalysis>, Computed Properties of 93-60-7, the main research area is dihydropyridine aryl preparation regioselective; aryl iodide pyridinium dearomative cross coupling nickel iridium photocatalyst.

Herein, the coupling of aryl iodides, e.g., Ph iodide with pyridinium and related heteroarenium salts, e.g., I catalyzed by Ni/bpp and an Ir photocatalyst using Zn as a terminal reductant was reported. This methodol. tolerates a wide range of functional groups and allows the coupling of aryl and heteroaryl iodides, thus significantly expanding the scope of nitrogen heterocycle scaffolds, e.g., II that could be prepared through dearomatization of heteroarenes. The reaction products have been further functionalized to prepare various nitrogen heterocycles. Initial mechanistic studies indicate that the reaction described herein goes through a unique mechanism involving dimers of dihydroheteroarenes.

ACS Catalysis published new progress about Aryl iodides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Computed Properties of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem